Structural Comparisons of the Binding Cores Formed by 1,3-di-Amide Derivatives of p-tert-Butylcalix[4] arene: Arms Stabilization through Intra-molecular Interactions Including N-H center dot center dot center dot O, O-H center dot center dot center dot Cl and pi center dot center dot center dot Cl Types

Autor: DEY, M, GUIONNEAU, P, HINGE, VK, RAO, CP
Jazyk: angličtina
Rok vydání: 2014
Předmět:
Zdroj: IndraStra Global.
ISSN: 2381-3652
Popis: This paper deals with the development of a receptor with selectively functionalized at the lower rim of p-tert-butyl calix[4] arene linked through amide bond, resulting in the diamide derivatives (L-1, L-2 and L-3) suitable for sensing ions and molecules. All the derivatives were thoroughly characterized by analytical and spectral methods. These derivatives were structurally characterized by single crystal X-ray diffraction and the conformational features of the calix[4] arene as well as the pendants are discussed. The L-1 and L-2 exhibited intramolecular hydrogen bond interaction between the N-H and the lower rim phenolic oxygen in addition to the circular hydrogen bonding between the phenolic O-H and the ether oxygen of the adjacent strand. The corresponding H-bond is absent when no 'H' is present on amide-N as in case of L-3. Such intramolecular N-H center dot center dot center dot O interactions observed with the pendant results in a conformational bend responsible for the orientation of the arms and there by the nature of the binding core formed. Thus the binding cores formed differ largely between L-3 and the other two.
Databáze: OpenAIRE